I'll begin with my question: Why has WotC generally dropped the ball on electronic support for D&D?
WotC has tried again in the 4e era with DDi, but again has shown a vision too big and a lack of commitment.
Yet the rest of the DDi tools are DOA. Online Table? Portrait Generator? Campaign Builder? Map-making tool? All silent. Chances are, we won't see a single one. Again, WotC has shown lack of commitment to electronic tools.
I think you miss the mark here while showing that WotC has done a good job of providing "electronic support".
For one, video games are not support, they're just a marketing gimmick. They don't do anything for the game itself directly, just indirectly by trying to create interest.
For another, the Character Builder and Monster Builder are the epitome of needed electronic support. There were already virtual tabletops out there and Gen Con unveiled a push with a new one. WotC shouldn't have it as a priority. Partrait maker is pure fluff and not a necessity either. For campaign building, there's always notepad and word.